• 4 Days
  • 4 Days



Book By

Feb 14, 2020
SAVE $50
Jun 12, 2020
SAVE $25

Book this tour and earn denuros
or redeem accumulated denuros
and SAVE 5% up to a maximum
of $100pp


Re-live the Roaring Twenties on a Rum Runners tour! In 1916, the State of Michigan banned the sale of alcohol – three years before prohibition became the national law in 1919. From that point forward, Windsor, Ontario was a major site for alcohol smuggling. The infamous line, “Joe sent me,” was a code to identify those in the know, and let thirsty patrons into secret hotel bars.

 Travel to Windsor where you’ll stay at Caesars Windsor Hotel & Casino. Harken back to the Prohibition era as we tour the waterfront and Old Sandwich Town. Discover the secret tunnels and hidden rooms of famous bootlegger hideouts. Stop at a Speakeasy where gun-toting gangsters gambled and drank. See the mansions of Walkerville built on rum runner coin before returning to the hotel for a free evening.

A guided tour at Cooper’s Hawk Winery offers good food, good drink, and good history. Cooper’s Hawk is a gorgeous, 67-acre sprawling vineyard located on the most southern point of Ontario. This is Essex Pelee Island Coast (EPIC) Wine Country, and you’re going to love it! We’ll have a tour, tasting, and lunch at The Vines Restaurant where culinary creations are paired with fruity reds, whites, and rosés. Back to the hotel where the evening is yours!

Windsor, ON

Windsor sits across the Detroit River from the U.S. city of Detroit. Its main waterfront park stretches about 5 kilometres, from the 1929 Ambassador suspension bridge past the contemporary Windsor Sculpture Park. Also along the waterfront are monuments dedicated to the Canadian armed forces at Dieppe Gardens, plus Caesars Windsor, a casino complex overlooking Detroit.

Rum Runner Tour

If you think you know the story of prohibition, think again…

Go back in time to the Roaring Twenties as costumed actors tell the story of prohibition and Windsor’s connection to gangsters like Al Capone and the Purple Gang. Learn the bootleggers secrets and see where they hid out. Have lunch at a famous Speakeasy. Visit the church made famous by the gun totting “Fighting Parson”. View the mansions built with rum running profits. An educational, comical, musical bus tour with great food and whisky tasting.

Source: visitwindsoresses.com

Cooper’s Hawk Vineyards

Cooper’s Hawk Vineyards is an estate winery located on 67 acres of land in the Essex Pelee Island Coast Wine Country. With a warm welcome, visitors are encouraged to stay and relax with family and friends. At the tasting bar, CHV staff engages visitors with lively conversation and guided sampling. Enjoy wine by the glass in any of the beautiful green space throughout the vineyard. With many wines from which to choose, it is easy to find your favourite.

Source: Tripadvisor.ca

Caesars Windsor

Boasting an on-site casino, a 10,000 m² fitness centre, and a full-service spa, Caesars Windsor Hotel and Casino overlooks the city and Detroit River.

Other facilities include a sauna, various shops, and the on-site Colosseum, which hosts various world-famous performers of music, dance, comedy throughout the year.

Deluxe motorcoach transportation, 3 nights accommodation, 3 breakfasts, 2 lunches, 1 dinner, all highlights listed, Tour Director, Connections Program and all taxes.

Prices are in Canadian dollars, are per person and include HST.



  • Rum Runners Tour
  • Cooper’s Hawk Vineyards

• Windsor: Caesars Windsor Hotel & Casino (3 nights)


Windsor, ON

Travel westbound today arriving in Windsor late afternoon. Check into your hotel for the next three nights and enjoy dinner with your fellow travellers this evening

Stay: Caesars Windsor Hotel & Casino, Windsor
Nights: 3
Meals: D


Rum Runners Tour

After breakfast we’ll board the coach for a day of theatrical and historical excitement. Live in the days of the Prohibition during the Roaring Twenties on a Rum Runners Tour! We’ll tour the waterfront and Old Sandwich Town, discover the secret tunnels and hidden rooms of famous bootlegger hideouts, and stop at a Speakeasy where gun-toting gangsters gambled and drank. See the mansions of Walkerville built on rumrunner coin before returning to the hotel for a free evening and dinner on your own.

Meals: B, L


Leamington, ON

After breakfast we’ll spend the first part of the day at Cooper’s Hawk Winery enjoying beautiful scenery, fruity wines, and a perfectly-paired lunch. Cooper’s Hawk is located in Essex Pelee Island Coast (EPIC) Wine Country, the southern-most point of Ontario. The vintages here on this 67-acre vineyard are the best in Ontario!

Return to the hotel this evening and enjoy a free evening at your leisure.

Meals: B, L


Travel Home

After breakfast at the hotel this morning, we’ll board the coach for our return trip home.

Meals: B


  • Sunscreen is an essential product to have, regardless of the climate. Since UV exposure is unavoidable, a hat and sunglasses are also suggested for your protection, even in the winter.
  • Mosquito repellent can prove useful in wooded areas or in the evenings in some regions.
  • Comfort is important when on vacation. Bring comfortable walking shoes. And loose, casual clothing is suggested to keep you cozy.
  • Pack extra batteries and memory cards for your camera.
  • Always pack an extra jacket or sweater in case of inclement weather or cooler evenings. DeNureTours recommends you dress in layers, so you can add or remove layers if the temperature rises or drops.
  • Use every corner, nook and cranny of your suitcase when packing. Rolled sweaters and bulky clothing occupy less space, but clothing that wrinkles easily should be laid flat. Roll socks or underclothing and pack them into shoes, and slip smaller items into side pockets.
  • Use sample-sized toiletry items and always transport containers of creams and liquids in a sealed plastic bag.
  • Keep an extra set of keys for your luggage.
  • Always prepare for the possibility of rain. An umbrella, or rain jacket will easily fit in your luggage, and could prove to be the most useful article you pack. When travelling as a couple, bring two so neither person gets half wet.
  • Pack your bathing suit.
  • Pack a good book, or a deck of cards to keep you busy during free time.
  • Leave items of monetary or sentimental value at home. Costume and faux jewelry always travels well.
  • If you require corrective lenses, pack an extra pair of glasses or contacts.
  • If you wear dentures, and have a second set, pack them just in case. You’d be surprised how often these important items end up where they shouldn’t.
  •  Not all hotel rooms are equipped with alarm clocks. While most hotels offer wake-up calls, a small travel alarm clock might prove useful.
  • Couples travelling together may find it wise to split their belongings between two suitcases. If one suitcase should go missing, neither person is left without a change of clothes.


  • Remember to pack any medications or prescriptions in your carry-on and not in your suitcase in case of emergency or luggage misplacement. Medications should be packed in their original containers for security reasons.
  • Keep a listing of your recent medical history with you, including medications you currently take, prescription or otherwise, as well as allergies you suffer from, and any medical conditions you have. Carry the listing in your wallet, and leave a copy with your emergency contact person at home.


  • Identify your luggage with an identification tag as well as your DeNureTours luggage tags.
  • If you carry travellers’ cheques, record the numbers of the cheques and keep this list in a separate location. When travelling as a couple, put some cheques in your partner’s name so you both have access to funds.
  • Always carry your travel insurance policy with you, and read it carefully before you leave.
  • Always carry your passport, or other important identification on your person. Make a photocopy to keep in your suitcase.
  • Ensure that your passport is valid for at least six months after your return date. This is a requirement for entering certain countries.
  • Always check the spelling of your name on all documentation you receive. Often, your travel documents must match your passport or birth certificate. It is imperative that your legal name be listed correctly on your documents. Failure to comply may result in your being denied entry to a country, or boarding on an airplane or cruise ship. Name changes on documents may be subject to a change fee.
  • Use extra copies of your travel itinerary and hotel listing to distribute to friends or relatives, so you can be reached in case of emergency.
  • Keep a log of your purchases, including what you paid in foreign currency and the equivalent in Canadian dollars. This will assist you in filling out customs forms. Keep all receipts.

General Travel

  • Secure your home before you leave. Arrange for a friend or neighbour to pick up mail and check in periodically. Have someone cut your lawn (or shovel your driveway) and care for your property. Set automatic timers on the lights and television. Empty the refrigerator of perishables. Lower your thermostat to save on energy.
  • When flying, drink plenty of water to avoid dehydration, and limit your intake of caffeine and alcoholic beverages.
  • To avoid circulatory problems on a plane or coach, walk up the aisle every hour or so. Periodically, stretch your legs, arms, shoulders and neck.
  • Arrive early for flights. DeNureTours recommends to check-in 90 minutes prior to departure for domestic flights, or 2-3 hours prior for international flights.
  • An inflatable travel pillow can make you more comfortable on long coach rides or flights. The U-shaped pillow keeps your head from rolling during travel, reducing the risk of neck pain.
  • Avoid the use of perfume or scented sprays on the coach or an airplane. These are confined spaces, so be courteous to your fellow travellers who may be allergic or sensitive to scents.
  • Get as much rest as possible before you leave.
  • Try your best to be flexible. Unexpected things can happen. Your holiday will be more enjoyable if you are open-minded.


Tips to waiters, taxi drivers, step-on guides, tour directors and drivers are a tangible way for you to express your appreciation for jobs well done. This practice, though customary, is voluntary and is not included in tour prices. As a guide to the amounts to tip, the following amounts are suggested:

  • Taxi Drivers – Drivers should be tipped 10% of the taxi fare.
  • Waiters – For meals that are not included in the tour price, tip waiters between 15% and 20% of your bill, but never less than $1.
  • Tour Directors and Drivers – A gratuity of $4 per person per day is suggested.

The pace of a tour varies by itinerary, as each destination, its sightseeing and the activities are unique. Pacing is often subject to personal interpretation, but our trip pace indicator on each tour page may assist you in determining if a tour is suitable for you.

Day-by-day itinerary descriptions can be found on our website or requested from our office. Generally, the more activities included, distance travelled in a day, or number of hotel changes, will increase the pace of a tour.

Some of the most unique sightseeing is found in locations that can be a challenge for motorcoaches, especially in historic areas. For your comfort, we recommend packing walking shoes so you fully enjoy every aspect of your holiday.

Tours with the highest “On-the-go” ratings require a level of activity that is not suitable for those who use either walkers or wheelchairs. If a trip pace is not ideally suited for you, our reservations team will be happy to help you find your perfect vacation.

  • Winery

Access Exclusive Content Subscribe to our newsletter

Get travel inspiration, trending destinations and amazing offers delivered to your inbox.
(We promise to send you only the good stuff.)